Structural studies on Mycobacterium tuberculosis DXR in complex with the antibiotic FR-900098

Acta Crystallographica Section D: Biological Crystallography

Volumn 68, Issue 2, 2012, Pages 134-143

  Björkelid, Christofer ^a   Bergfors, Terese ^a   Unge, Torsten ^a   Mowbray, Sherry L ^a   Jones, T Alwyn ^a  

^a UPPSALA UNIVERSITY   (Sweden)

Author keywords

DXR; IspC; MEP pathway; tuberculosis

Indexed keywords

1 DEOXY D XYLULOSE 5 PHOSPHATE REDUCTOISOMERASE; 1-DEOXY-D-XYLULOSE 5-PHOSPHATE REDUCTOISOMERASE; 2 C METHYLERYTHRITOL 4 PHOSPHATE; 2-C-METHYLERYTHRITOL 4-PHOSPHATE; 3 (N ACETYL N HYDROXY)AMINOPROPYLPHOSPHONIC ACID; 3-(N-ACETYL-N-HYDROXY)AMINOPROPYLPHOSPHONIC ACID; ANTIINFECTIVE AGENT; DRUG DERIVATIVE; ERYTHRITOL; FOSFOMYCIN; ISOMERASE; MANGANESE; MULTIENZYME COMPLEX; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; OXIDOREDUCTASE; SUGAR PHOSPHATE;

AMINO ACID SEQUENCE; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ENZYMOLOGY; METABOLISM; MOLECULAR GENETICS; MYCOBACTERIUM TUBERCULOSIS; PROTEIN BINDING; SEQUENCE ALIGNMENT;

ALDOSE-KETOSE ISOMERASES; AMINO ACID SEQUENCE; ANTI-BACTERIAL AGENTS; ERYTHRITOL; FOSFOMYCIN; MANGANESE; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; MULTIENZYME COMPLEXES; MYCOBACTERIUM TUBERCULOSIS; NADP; OXIDOREDUCTASES; PROTEIN BINDING; SEQUENCE ALIGNMENT; SUGAR PHOSPHATES;

MYCOBACTERIUM TUBERCULOSIS;

EID: 84856433215     PISSN: 09074449     EISSN: 13990047     Source Type: Journal    
DOI: 10.1107/S0907444911052231     Document Type: Article

References (49)

1. Andaloussi, M., Henriksson, L. M., Wie?ckowska, A., Lindh, M., Bjö rkelid, C., Larsson, A. M., Suresh, S., Iyer, H., Srinivasa, B.R., Bergfors, T., Unge, T., Mowbray, S.L., Larhed, M., Jones, T. A. & Karlé n, A.2011). J. Med. Chem. 54, 4964-4976.
2. Behrendt, C. T., Kunfermann, A., Illarionova, V., Matheeussen, A., Grä wert, T., Groll, M., Rohdich, F., Bacher, A., Eisenreich, W., Fischer, M., Maes, L. & Kurz, T.2010). ChemMedChem, 5, 1673-1676.
3. Behrendt, C. T., Kunfermann, A., Illarionova, V., Matheeussen, A., Pein, M. K., Grä wert, T., Kaiser, J., Bacher, A., Eisenreich, W., Illarionov, B., Fischer, M., Maes, L., Groll, M. & Kurz, T.2011). J. Med. Chem. 54, 6796-6802.
4. Beytía, E. D. & Porter, J.W. (1976). Annu. Rev. Biochem. 45, 113-142.
5. Bodill, T., Conibear, A. C., Blatch, G.L., Lobb, K. A. & Kaye, P. T.2011). Bioorg. Med. Chem. 19, 1321-1327.
6. Bond, C. S. & Schü ttelkopf, A. W.2009). Acta Cryst. D65, 510-512.
7. Borrmann, S., Issifou, S., Esser, G., Adegnika, A. A., Ramharter, M., Matsiegui, P. B., Oyakhirome, S., Mawili-Mboumba, D. P.,Missinou, M. A., Kun, J. F., Jomaa, H. & Kremsner, P. G. (2004). J. Infect. Dis. 190, 1534-1540.
8. Brown, A. C. & Parish, T.2008). BMC Microbiol. 8, 78.
9. Deng, L., Diao, J., Chen, P., Pujari, V., Yao, Y., Cheng, G., Crick, D. C., Prasad, B. V. & Song, Y. (2011). J. Med. Chem. 54, 4721-4734.
10. Deng, L., Endo, K., Kato,M., Cheng, G., Yajima, S. & Song, Y. (2011). ACS Med. Chem. Lett. 2, 165-170.
11. Dhiman, R. K., Schaeffer, M.L., Bailey, A. M., Testa, C. A., Scherman, H. & Crick, D. C. (2005). J. Bacteriol. 187, 8395-8402.
12. Engh, R. A. & Huber, R. (1991). Acta Cryst. A47, 392-400.
13. Evans, P. (2006). Acta Cryst. D62, 72-82.
14. Gorrec, F. (2009). J. Appl. Cryst. 42, 1035-1042.
15. Haemers, T., Wiesner, J., Giessmann, D., Verbrugghen, T., Hillaert, U., Ortmann, R., Jomaa, H., Link, A., Schlitzer, M. & Van Calenbergh, S. (2008). Bioorg. Med. Chem. 16, 3361-3371.
16. Haemers, T., Wiesner, J., Van Poecke, S., Goeman, J., Henschker, D., Beck, E., Jomaa, H. & Van Calenbergh, S. (2006). Bioorg. Med. Chem. Lett. 16, 1888-1891.
17. Harding, M. M.2006). Acta Cryst. D62, 678-682.
18. Harris, M. & Jones, T. A.2001). Acta Cryst. D57, 1201-1203.
19. Henriksson, L. M., Bjö rkelid, C., Mowbray, S.L. & Unge, T.2006). Acta Cryst. D62, 807-813.
20. Henriksson, L. M., Unge, T., Carlsson, J., Aqvist, J., Mowbray, S.L. & Jones, T. A.2007). J. Biol. Chem. 282, 19905-19916.
21. Iguchi, E., Okuhara, M., Kohsaka, M., Aoki, H. & Imanaka, H.1980). J. Antibiot. 33, 19-23.
22. Jomaa, H., Wiesner, J., Sanderbrand, S., Altincicek, B., Weidemeyer, C., Hintz, M., Tü rbachova, I., Eberl, M., Zeidler, J., Lichtenthaler, H. K., Soldati, D. & Beck, E. (1999). Science, 285, 1573-1576.
23. Jones, T. A., Zou, J.-Y., Cowan, S. W. & Kjeldgaard, M.1991). Acta Cryst. A47, 110-119.
24. Kamiya, T., Hemmi, K., Takeno, H. & Hashimoto, M.1980). Tetrahedron Lett. 21, 95-98.
25. Kleywegt, G. J. & Jones, T. A.1996). Structure, 4, 1395-1400.
26. Kleywegt, G. J. & Jones, T. A.1997). Methods Enzymol. 277, 525-545.
27. Kuroda, Y., Okuhara, M., Goto, T., Okamoto, M., Terano, H., Kohsaka, M., Aoki, H. & Imanaka, H.1980). J. Antibiot. 33, 29-35.
28. Kuzuyama, T., Shimizu, T., Takahashi, S. & Seto, H.1998). Tetrahedron Lett. 39, 7913-7916.
29. Larkin, M. A., Blackshields, G., Brown, N. P., Chenna, R., McGettigan, P. A., McWilliam, H., Valentin, F., Wallace, I. M., Wilm, A., Lopez, R., Thompson, J. D., Gibson, T. J. & Higgins, D. G. (2007). Bioinformatics, 23, 2947-2948.
30. Lell, B., Ruangweerayut, R., Wiesner, J., Missinou, M. A., Schindler, A., Baranek, T., Hintz, M., Hutchinson, D., Jomaa, H. & Kremsner, P. G. (2003). Antimicrob. Agents Chemother. 47, 735-738.
31. Leslie, A. G. W.2006). Acta Cryst. D62, 48-57.
32. Mac Sweeney, A., Lange, R., Fernandes, R. P., Schulz, H., Dale, G. E., Douangamath, A., Proteau, P. J. & Oefner, C. (2005). J. Mol. Biol. 345, 115-127.
33. Matthews, B. W.1968). J. Mol. Biol. 33, 491-497.
34. McCoy, A. J., Grosse-Kunstleve, R. W., Adams, P. D., Winn, M. D., Storoni, L. C. & Read, R. J.2007). J. Appl. Cryst. 40, 658-674.
35. Murshudov, G. N., Skubá k, P., Lebedev, A. A., Pannu, N. S., Steiner, R. A., Nicholls, R. A., Winn, M. D., Long, F. & Vagin, A. A.2011). Acta Cryst. D67, 355-367.
36. Okuhara, M., Kuroda, Y., Goto, T., Okamoto, M., Terano, H., Kohsaka, M., Aoki, H. & Imanaka, H.1980a). J. Antibiot. (Tokyo), 33, 13-17.
37. Okuhara, M., Kuroda, Y., Goto, T., Okamoto, M., Terano, H., Kohsaka, M., Aoki, H. & Imanaka, H.1980b). J. Antibiot. (Tokyo), 33, 24-28.
38. Ortmann, R.,Wiesner, J., Silber, K., Klebe, G., Jomaa, H. & Schlitzer, M.2007). Arch. Pharm. (Weinheim), 340, 483-490.
39. Perruchon, J., Ortmann, R., Altenkämper, M., Silber, K., Wiesner, J., Jomaa, H., Klebe, G. & Schlitzer, M.2008). ChemMedChem, 3, 1232-1241.
40. Read, R. J.1986). Acta Cryst. A42, 140-149.
41. Reuter, K., Sanderbrand, S., Jomaa, H., Wiesner, J., Steinbrecher, I., Beck, E., Hintz, M., Klebe, G. & Stubbs,M. T.2002). J. Biol. Chem. 277, 5378-5384.
42. Rohmer, M.1999). Nat. Prod. Rep. 16, 565-574.
43. Steinbacher, S., Kaiser, J., Eisenreich, W., Huber, R., Bacher, A. & Rohdich, F. (2003). J. Biol. Chem. 278, 18401-18407.
44. Takenoya, M., Ohtaki, A., Noguchi, K., Endo, K., Sasaki, Y., Ohsawa, K., Yajima, S. & Yohda, M.2010). J. Struct. Biol. 170, 532-539.
45. Umeda, T., Tanaka, N., Kusakabe, Y., Nakanishi, M., Kitade, Y. & Nakamura, K. T.2011). Sci. Rep. 1, 9.
46. Verbrugghen, T., Cos, P., Maes, L. & Van Calenbergh, S. (2010). J. Med. Chem. 53, 5342-5346.
47. Winn, M. D. et al. (2011). Acta Cryst. D67, 235-242.
48. Zeidler, J., Schwender, J., Muller, C., Wiesner, J., Weidemeyer, C., Beck, E., Jomaa, H. & Lichtenthaler, H. K.1998). Z. Naturforsch. C, 53, 980-986.
49. Zinglé, C., Kuntz, L., Tritsch, D., Grosdemange-Billiard, C. & Rohmer, M.2010). J. Org. Chem. 75, 3203-3207.